Smart Playlist - Cant find a next item to play

I've had the same problem for a while now. I create a smart playlist with a bunch of movies in (set to play in random order).

The first item plays fine but when it finishes or when I click play next it goes back to the playlist screen with a message saying "cant find a next item to play"

I'm using the latest nightly build (08/10/11 - e330173) but tend to update every few days & its not worked for a while. I'm on Windows 7 64bit SP1 although I have had the same problem on a Windows 7 3bit machine too.